CHI - SIN

$428 Find Cheap Flights from Chicago to Singapore - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Singapore departing on 11/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$982
Typical prices: $717-$1,078
Etihad Airways, Air Canada
Sun 9/20Sun 9/27
ORD - SIN • 1 stop
Cheapest one-way
$428
Typical prices: $446-$643
Philippine Airlines
Wed 11/18
ORD - SIN • 1 stop
Top airlines
Cheapest • from $984 (round-trip)
Best reviews • 8.5 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Singapore. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $1,319 (round-trip)
Shortest trip • 22h 25m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Singapore (CHI-SIN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Singapore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Singapore

Sun, Sep 20 - Sun, Sep 27
Multiple Airlines Logo
9:10 pm - 9:40 am
ORD
-
SIN
23h 30m
1 stop
Multiple Airlines Logo
7:00 am - 5:31 am
SIN
-
ORD
35h 31m
2 stops
$982Multiple Airlines
Sat, Nov 21 - Sun, Dec 6
Air Canada Logo
3:30 pm - 9:55 pm
ORD
-
SIN
64h 25m
2 stops
Air Canada Logo
8:40 am - 2:37 pm
SIN
-
ORD
19h 57m
1 stop
$984Air Canada
Sun, Sep 20 - Sun, Sep 27
Multiple Airlines Logo
7:48 pm - 11:45 am
ORD
-
SIN
26h 57m
2 stops
Multiple Airlines Logo
7:00 am - 5:31 am
SIN
-
ORD
35h 31m
2 stops
$985Multiple Airlines
Sat, Sep 26 - Sat, Oct 3
Cathay Pacific Logo
4:15 pm - 3:05 pm
ORD
-
SIN
33h 50m
1 stop
Cathay Pacific Logo
6:00 pm - 1:55 pm
SIN
-
ORD
32h 55m
1 stop
$986Cathay Pacific
Wed, Aug 26 - Wed, Sep 2
Cathay Pacific Logo
4:00 pm - 12:25 pm
ORD
-
SIN
31h 25m
1 stop
Cathay Pacific Logo
9:45 am - 2:20 pm
SIN
-
ORD
41h 35m
1 stop
$988Cathay Pacific
Sat, Oct 31 - Thu, Nov 5
Korean Air Logo
12:15 pm - 5:00 am
ORD
-
SIN
27h 45m
1 stop
Korean Air Logo
1:35 am - 8:30 am
SIN
-
ORD
20h 55m
1 stop
$993Korean Air
Wed, Nov 11 - Mon, Nov 30
Etihad Airways Logo
1:10 pm - 9:35 am
ORD
-
SIN
30h 25m
1 stop
Etihad Airways Logo
7:25 pm - 3:00 pm
SIN
-
ORD
33h 35m
1 stop
$996Etihad Airways
Tue, Nov 10 - Mon, Nov 30
Etihad Airways Logo
1:10 pm - 9:35 am
ORD
-
SIN
30h 25m
1 stop
Etihad Airways Logo
7:25 pm - 3:00 pm
SIN
-
ORD
33h 35m
1 stop
$998Etihad Airways
Fri, Aug 21 - Sat, Aug 29
Delta Logo
9:59 am - 11:55 pm
MDW
-
SIN
24h 56m
2 stops
Delta Logo
10:00 pm - 10:36 pm
SIN
-
MDW
37h 36m
2 stops
$1,004Delta
Sun, Sep 20 - Sun, Sep 27
Delta Logo
6:05 am - 5:00 am
MDW
-
SIN
33h 55m
2 stops
Delta Logo
10:00 pm - 4:16 pm
SIN
-
MDW
31h 16m
2 stops
$1,119Delta
Booking Insights

KAYAK's insights & trends for Chicago to Singapore flights

Get data-powered insights and trends into flights from Chicago to Singapore to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Singapore?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Singapore departing in September.

What is the cheapest month to fly from Chicago to Singapore?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Singapore is January, where tickets cost $492 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $974 and $844 respectively.

How far in advance should I book a flight from Chicago to Singapore?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Singapore, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Singapore, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$428
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 71% increase in price.
Flight from Chicago O'Hare Airport to Singapore

When to book flights from Chicago to Singapore

Are your dates flexible? Find out the best times to travel from Chicago to Singapore based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Singapore

  • Where is the yoga room at ORD?

    If you’d like to stretch as you wait for your flight to Singapore, you can visit O'Hare's yoga room located near the Urban Garden in the terminal 3 rotunda. Once you’re done with your practice, you can shower at the Hilton Athletic Club between terminal 2 and the parking garage. It’s worth noting that to access this club, you’ll part with some cash.

  • Does ORD have interesting destinations worth checking out?

    Yes, it does. While waiting for your flight to Singapore, you should check out the Urban Garden near the mezzanine level of the terminal 3 rotunda. The garden features over 26 plant varieties and is the perfect place to calm your nerves before a long flight.

  • Where can I get a wheelchair in SIN?

    Once you land at SIN, you can request a wheelchair at the airport’s customer service counters and information centers. Alternatively, to have a wheelchair waiting for you at the gate upon arrival, inform your airline at least 72 hours before the flight and they will make arrangements for you.

  • What are the layover options for flights from ORD to SIN?

    There are various layover destinations between Chicago and Singapore. San Francisco is one of the most preferred on this route. It mainly serves Singapore Airlines flights on the route. Incheon is another popular destination. It mainly serves Korean Airlines flights traveling from ORD to SIN.

  • What is the cheapest flight from Chicago to Singapore?

    In the last 5 days, the lowest price for a flight from Chicago to Singapore was $428 for a one-way ticket and $982 for a round-trip.

  • Do I need a passport to fly between Chicago and Singapore?

    Yes, you’ll need a passport to travel to Singapore from Chicago.

  • Which airports will I be using when flying from Chicago to Singapore?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Singapore Changi is the only airport in Singapore. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which aircraft models fly most regularly from Chicago to Singapore?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Singapore?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Singapore, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Singapore, EVA Air or Japan Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Singapore are EVA Air and Japan Airlines. With an average price for the route of $1,873 and an overall rating of 8.5, EVA Air is the most popular choice. Japan Airlines is also a great choice for the route, with an average price of $1,331 and an overall rating of 8.3.

  • How does KAYAK find such low prices on flights from Chicago to Singapore?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Singapore.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Singapore?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Singapore from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Singapore?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Singapore with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Singapore?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Singapore from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Singapore

  • Chicago has two airports, O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW). All flights to Singapore leave from the O'Hare International Airport, which is the busier of the two airports. On your travel date, make sure to arrive at ORD at least 2 hours ahead of your departure time to give yourself enough time to get through the check-in and security lines.
  • When waiting for your flight to Singapore at ORD, you can enjoy relaxing beauty and spa services at XpresSpa. Located near gate M10 in terminal 5, this spa prides itself on having well-trained and adequately experienced professionals. It's the perfect way to relax before a long international flight.
  • If you need to charge your laptop or electronic devices, ORD has several power stations you can visit. In terminal 1 they are situated near gates B4, B12, B19, C15, and C28, while in terminal 2, they are situated near gates E8 and F2. Terminal 3’s power stations are near gates G9, H12, K12, and L10 and terminal 5’s are near gates M4, M7, and M13.
  • At Singapore Changi International Airport (SIN) there are various sculptures you can check out both before and after security in terminal 3. Make sure you stop by the world’s largest sculpture, the Kinetic Rain, in terminal 1. It's the perfect spot for a welcome-to-Singapore selfie!
  • If you would like to rent a car at SIN, you can easily do so at SIN's rental counters in the arrivals hall. There are several dependable car rental agencies to choose from like Avis, Budget, and Hertz. These car rental agencies are normally in operation from 7 am – 11 pm daily.

Reviews of the top 5 airlines serving from Chicago to Singapore

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Singapore. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Singapore? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.5
EVA AirOverall score based on 1498 reviews
8.3Comfort
8.7Crew
8.0Entertainment
8.4Boarding
8.1Food
Airline reviews

They forced me to check a bag. When Kayak sold me these tickets I was not informed of carry on baggage weight limits.

4.0 OkayAnonymous, Jun 2026
SEA - TPE
Read more EVA Air reviews

They forced me to check a bag. When Kayak sold me these tickets I was not informed of carry on baggage weight limits.

Great food on both legs and fast customer service from the stewardesses....

The food was great; the attendants were pleasant. Waiting to onboard felt stressful, as passengers who had connecting flights at SEA had to be verified again for two things before getting a real boarding pass: passport and carry-on luggage weight. The boarding pass issued by another airline (i.e., the first leg of my trip) did not count. The S terminal at SEA was barren, with lots of sensory overloads because every airline was repeatedly broadcasting long lists of names of passengers who had not gone through that verification process. The carry-on luggage weight check seemed futile to me. I saw a woman who opened her over-weight suitcase to move some items into her shoulder bag. She still boarded with two huge bags with her. I assume this check is an endeavor of ensuring fairness of the overhead bin space or optimizing fuel efficiency when gas price is through the roof, but I don't know if either goal is achieved. Nonetheless I respect the crew's dedication to the SOP.

Food tasted like the meat had freezer burn. Another thing all of our 4 check baggage was left somewhere and my oral medication for my diabetes was left in one of the lost luggage..most of the flight attendants did not know how to communicate in English.. the trip was a total nightmare

Very nice, I feel I got good value for the price.

Certain flight crew member were rude and short with me when I asked questions.

I appreciate the email reminders for online check-in which made my entry to the lines less stressful. The flight was on schedule and on time. The baording staff were proactively helpful and approachable. The airplane inflight food, entertainment and comfies as well as provisions are excellent even in the economy seating. The airline transfer was smooth and easy! Luggage safe and intact! Thank you EVA airline for making my trip a reliable safe and comfortable experience.

On time service. Seat comfort and the crew service very good .

Only one Hindi movie from LA to Taipei and same movie from Taipei to Singapore Why we call it entertainment when I have to watch one movie for 18 hours flying ?

Eva air is a good airline. The seats on the way to Taipei could have certainly been more comfortable, but all in all it was a pretty good experience.

The plane was dirty, the seats were torn and broken, the service was the most terrible ever, the bathroom dirty, they will not even serve water you had to request it, the meals were terrible, overall less than Zero, I will never fly Cathay Pacific again.

Despite the crew's rough day, they were all very focused and friendly. The flight was too short for a meal, so no rating on that. Re. the AA app. It still isn't ready for prime time. AA works with Cathy Pacific for international flights to LA and the Aa jump to PHX. But the AA app can't find my trip and this can be problematic with flight delays and regatings at LAX.

Good service and food. However, we paid over $400 for aisle seats for my disabled husband and me, and we were given window and middle seats. This was dangerous for our health condition on such a long flight. We needed to stand up and walk around frequently, but we were stuck in our seats. Please give us a refund of our seat payment since you chose not to honor our request.

Everything was fine and I have no complaints or things to note.

Overall, it was ok. However, the food was very sub-par.

The economy seats are much indeed roomier. Meals needs improvement.

Food was hood for airline food with good poftion and variety in meals. Frequency of beverage service was very low and amount of soda with meals was inadequate.

From Chicago to Hong Kong was great., but from Hong Kong to manila we had hard time looking for the gate of our connecting flight. There wasn’t hardly any sign.

The flight crew was exceptionally good. Personal needs were well met. The food choices were very nice.

The coffee in Premium economy and economy is terrible. That's it. Everything else is great

Istanbul to Lahore flight was less than standard for international business class cabins. Seat did not were not flat and it did not operate easily. I had to push buttons hard repeatedly to operate the seat. I was in 5A seat

The crew checked the immigration laws very quickly for Russian citizenship and confirmed our FVTF for Singapore for 96 hrs. Thank you.

it was great honestly for the melbourne flight a kit with blindfold and slippers was probided to each passenger on the seat and the food was really great will definitely recommend people take turkish airlines for travel not just on the sin-melbourne route.

My, Syed Zawar Hussein Shirazi frequently flyer membership number was not included on my boarding pass from O’Hare to Istanbul despite my reminder to the attendant at check in. Further she forgot to give me my boarding pass form Istanbul to Lahore and she needs to improve her customer service, please 🙏

Chicago to Istanbul was a much better experience than I expected since I’m more accustomed to Qatar Airways business class. The business lounge in the Istanbul airport was amazing - loved the lockers and phone charging stations, and the bathroom was a spa experience in itself. The onward leg from Istanbul to Karachi was utterly disappointing. Terrible plane, and I felt like I was in economy - the seats don’t come near to lying flat and the food was mediocre. What a sad downgrade - it isn’t as though the ticket on that leg was cheaper. So, on that front, there’s no contest with Qatar airways.

Second leg of Turkish Airline with Indigo is disaster for following reason. 1) You have to carry your cabin bags through ladder to boeing 777 because it was parked somewhere in parking lot and was not given a gate to board passengers and this seems to be people traveling to and fro from those flights and is not issue with flight itself. 2) I choose non vegetarian food on Turkish portal way ahead of checkin to entire trip, However the Indigo flight gave me random veg food saying they code veg food code from Turkish. 3) Indigo did not served any alcoholic beverages stating some weird reason which is non nonsensical. 4)Indigo have TV screens in front of you but it displays nothing except "Welcome Onboard" with annoying white black ground in dark flight. This is the most stupidest and annoying part because you are held hostage for 7 hours and only thing you could do is stare back at white screen which does not have entertainment package or even flight tracker. Such a shame.

During mid flight, try to get a flight attendant to help I couldn’t find one Otherwise, everything was perfect

Seats are not clean inside the very dirty and need to improve

Crew was not proactive and were busy laughing and talking instead of attending the passenger’s needs. Meals were served in a hurried manner.

The food could be better. The service was okay. Could have done more to provide water throughout the flight.

We were forced to eat vegetarian food because non veg food ran out. The breakfast was mediocre.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

It was perfect! United Airlines staff was extremely caring, super friendly and professional

UA28 was good service and meals. UA is upgraded, I would like to book for next flight by UA Thanks Liao

Food is very bad and entertint not too many options ... flight attendet service is not good

For a 17 hour flight, they kept us well feed. The music selection could be better curated. The entertainment selection was about what is expected. The crew was fantastic.

I forgot to pre order gluten free on a 16 hour flight and I am pretty sure the crew raided their own lunches and first class to keep me fed.

Doubled charged me for luggage and lost $520, dug much into my travel budget.

They lost the baggage and said it was deleted from the system. I had baggage tag so was able to file the complaint but there was no PIR number and update so far

Good one but just notice that you have to ask several time to get water or coffee .

It was fantastic. The flight from Chicago to Abu Dahbi was fantastic. The crew, food and service were amazing. Everything was handled by the crew member assigned to us , Nicholas, was usually done before we asked for it. Highly recommend Etihad!

The food could be better. Toilets were smelly all along

Bad. Flight was very uncomfortable with narrow and shallow seats, very little food and water. I will not fly etihad again.

Good range of movies but lacking decent tv shows. Wifi was really expensive on this flight, considering flights under 7 hours have a $9.99 USD charge for streaming, to jump up to $24.99 for a 7 hour 40 flight seemed a little bit of a rip off. Staff are inattentive, and really need to improve on the customer experience. The new airport is fantastic, as is the new lounge, a huge upgrade from the old airport and lounge!

One thing is very important is you people not giving seat arrangement together to couple, senior citizen. You have to take care of senior citizen. Do not look about money. Money is not important everywhere. Make relationship strong is very very important. I like Etiyad air line out of all air line. Food was hot and delicious. Air hostess gave very good service, nice attitude, very good behaviour. I gave 10 out of 10 marks. Thanks Jivraj

Crew member took too long time to take back leftover food plates from passenger seats. Food was nice.Easy excellent checking.Guy at checking counter was really kind and helpful.Made our checking very quickly. Leftover food should be taken back ASAP. Because in economy class passanger have narrow space . In the long journey like this, passanger have difficulties to sit with the plates.overall experience was good.

crew as a whole is pretty mediocre. dont seem to care much for passengers. Asked 3 different crew for custom papers for immigration check in and they all said i could get it in the airport. have flown to india 3 times prior to this with Qatar and Emirates and they have always provided this paper ahead of landing to speed up the check in process. Also felt in general the crew is irritated and overworked. The one lady in my aisle from Chicago to Abu Dhabi was very pleasant but i was noticing the other crew were nice to each other but pretty cold with the passengers. Not what i usually have experienced from this type of overseas travel. Ive always felt the crew in qatar and emirates were overly sweet and pleasant but having seen the opposite this time i definitely prefer the former.

Everything you need to know for your flight from Chicago to Singapore

Information on your arrival and departure airports